STUDIO, 1 BATH
$1,100
Deals & Discount Filters
Apartments under $1,400 for Rent in Winter Park, FL
432 Rentals
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1 BED, 1 BATH$1,3003060 George Mason Ave Unit 10C
3060 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,350
3651 N Goldenrod Rd Unit B#104
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,295
2183 Crandon Ave
2183 Crandon Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,350
4860 Tangerine Ave Unit 4860
4860 Tangerine Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,350200 St Andrews Blvd Unit 606
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,400550 Flemming Way Unit 200
550 Flemming Way, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,290
64 Taylor Ave
64 Taylor Ave, Eatonville, FL 32751 -
1 BED, 1 BATH$1,200
2521 Caper Ln Unit 203
2521 Caper Ln, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,400
496 Banyon Tree Cir Unit 104
496 Banyon Tree Cir, Maitland, FL 32751 -
1 BED, 1 BATH$1,2002517 Caper Ln Unit 205
2517 Caper Ln, Maitland, FL 32751 -
1 BED, 1 BATH$1,000421 E KENNEDY Blvd
421 E KENNEDY Blvd, EATONVILLE, FL 32751 -
1 BED, 1 BATH$1,050525 S Lakemont Ave
525 S Lakemont Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,350200 St Andrews Blvd Unit 200 St. Andrews Blvd 606
200 St Andrews Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,300
3044 Antique Oaks Cir Unit 178
3044 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,399
1502 Michigan Ave
1502 Michigan Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,300
Stylish Remodeled 1BR Condo with Pool & Low HOA – Ideal Winter Park Investment Unit N-10C
3060 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,395
3011 George Mason Ave Unit 3B
3011 George Mason Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,050
2326 Wellington Blvd
2326 Wellington Blvd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,129
3651 N Goldenrod Rd
3651 N Goldenrod Rd, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,295
2183 Crandon Ave Unit 1
2183 Crandon Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,400
Charming Condo Retreat in Winter Park - Spacious 727 sq. ft. Home with lots of Community Features! Unit 601
200 St Andrews Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,325
Beautiful 1/1 Wood Floors Condo for Rent in Winter Park Unit 6
2905 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,125
139 Scottsdale Square
139 Scottsdale Square, Winter Park, FL 32792 -
1 BED, 1 BATH$1,150
452 Banyon Tree Cir Unit 106
452 Banyon Tree Cir, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,095
114 Eaton St Unit 2
114 Eaton St, Eatonville, FL 32751 -
1 BED, 1 BATH$1,350
2807 Formosa Ave
2807 Formosa Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,299
492 Banyon Tree Cir Unit 104
492 Banyon Tree Cir, Maitland, FL 32751 -
1 BED, 1 BATH$1,075
1233 Virginia Dr
1233 Virginia Dr, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,400
2055 Eaton St
2055 Eaton St, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,350
496 Banyon Tree Cir
496 Banyon Tree Cir, Maitland, FL 32751 -
STUDIO, 1 BATH$1,199
FREE 1ST MONTH RENT Studio Condo on Lake Howell With Boat Launch Lake Access & Pool! Unit #E
606 Georgetown Dr, Casselberry, FL 32707 -
1 BED, 1 BATH$1,295
1/1 Condo in Summit Village Casselberry Unit 104
536 Cascade Cir, Casselberry, FL 32707 -
2 BEDS, 1 BATH$1,400
2nd story, 2/1, updated unit on the Winter Park/Maitland border!!
2406 Branch Way, Maitland, FL 32751 -
1 BED$1,199
Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL 32792 -
1 BED$1,298
Alvista Winter Park
3935 Sutton Place Blvd, Winter Park, FL 32792 -
1 BED$1,399
Indigo Winter Park
220 S Semoran Blvd, Winter Park, FL 32792 -
1 BED$1,329
Sapphire Winter Park
1743 Semoran North Cir, Winter Park, FL 32792 -
1 BED$1,229
Serena Winter Park
2890 Red Lion Sq, Winter Park, FL 32792 -
STUDIO$1,299+1 BED$1,399+
Azure Winter Park
3650 Summer Wind Dr, Winter Park, FL 32792 -
1 BED$1,399
The Juliette
1225 Moselle Ave, Orlando, FL 32807
Showing 42 of 83 results, Page 2 of 2
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Clear All FiltersWinter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 539 Sq Ft $1,375 / mo
- 1 Bedroom 707 Sq Ft $1,440 / mo
- 2 Bedrooms 1,019 Sq Ft $1,748 / mo
- 3 Bedrooms 1,273 Sq Ft $2,014 / mo
- 4 Bedrooms 1,506 Sq Ft $1,540 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Four Seasons 604 Sq Ft $1,368/mo
- Winter Park Pines Merrie Oaks 604 Sq Ft $1,368/mo
- Winter Park Woods 763 Sq Ft $1,375/mo
- Winter Park Pines 677 Sq Ft $1,417/mo
- Laurel Springs 741 Sq Ft $1,418/mo
- Eastbrook 747 Sq Ft $1,449/mo
- Lake Howell 747 Sq Ft $1,517/mo
- Villas of Casselberry 768 Sq Ft $1,532/mo
- Windward Square 783 Sq Ft $1,540/mo
- Glenmoor 713 Sq Ft $1,560/mo
Getting Around Winter Park
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About Our Deals
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Note: Based on community-supplied data and independent market research. Subject to change without notice.